Xiapyrroles A-F: N-Alkylpyrrole Alkaloids from the Marine-Derived Actinomycete Streptomyces xiamenensis 1310KO-148.

IF 3.3 2区生物学 Q2 CHEMISTRY, MEDICINAL Journal of Natural Products Pub Date : 2025-03-19 DOI:10.1021/acs.jnatprod.4c01491

Min Ah Lee, Jong Soon Kang, Yeo Dae Yoon, Hwa-Sun Lee, Chang-Su Heo, Sun Joo Park, Hee Jae Shin

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Abstract

Six new N-alkylpyrrole alkaloids (1-6) were isolated from the marine-derived actinomycete Streptomyces xiamenensis 1310KO-148 from a sponge sample. The structures of xiapyrroles A-F (1-6) were elucidated by detailed analysis of extensive spectroscopic data, including 1D, 2D NMR, and HRESIMS data. The absolute configurations of 2, 3, 4, and 6 were determined by a comparison of their calculated and experimental electronic circular dichroism (ECD) spectra. The position of the hydroxamate group in 6 was confirmed through NO-methylation and NOESY data analysis. All compounds (1-6) were tested for their anti-inflammatory effects in LPS-stimulated RAW 264.7 cells, a mouse macrophage cell line. The treatment of RAW 264.7 cells with 30 μM of 1-6 showed no significant cytotoxic effects. However, 1 dose-dependently suppressed the LPS-induced production of NO (IC₅₀ = 29.5 μM) and interleukin-6 (IL-6) (IC₅₀ = 10.9 μM). Compound 1 exhibited no potential cytotoxicity against six solid cancer cell lines and eight blood cancer cell lines at a concentration of 30 μM.

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来源期刊

Journal of Natural Products 生物-药学

CiteScore

9.10

自引率

5.90%

发文量

294

审稿时长

2.3 months

期刊介绍： The Journal of Natural Products invites and publishes papers that make substantial and scholarly contributions to the area of natural products research. Contributions may relate to the chemistry and/or biochemistry of naturally occurring compounds or the biology of living systems from which they are obtained. Specifically, there may be articles that describe secondary metabolites of microorganisms, including antibiotics and mycotoxins; physiologically active compounds from terrestrial and marine plants and animals; biochemical studies, including biosynthesis and microbiological transformations; fermentation and plant tissue culture; the isolation, structure elucidation, and chemical synthesis of novel compounds from nature; and the pharmacology of compounds of natural origin. When new compounds are reported, manuscripts describing their biological activity are much preferred. Specifically, there may be articles that describe secondary metabolites of microorganisms, including antibiotics and mycotoxins; physiologically active compounds from terrestrial and marine plants and animals; biochemical studies, including biosynthesis and microbiological transformations; fermentation and plant tissue culture; the isolation, structure elucidation, and chemical synthesis of novel compounds from nature; and the pharmacology of compounds of natural origin.